4-Trimethylsilylphenylboronic acid

Base Information

• Chemical Name: 4-Trimethylsilylphenylboronic acid
• CAS No.: 17865-11-1
• Molecular Formula: C9H15 B O2 Si
• Molecular Weight: 194.113
• Hs Code.: 29319090
• European Community (EC) Number: 672-616-3
• DSSTox Substance ID: DTXSID60274326
• Nikkaji Number: J1.707.632I
• Wikidata: Q82003701
• Mol file: 17865-11-1.mol

Synonyms:17865-11-1;4-Trimethylsilylphenylboronic acid;4-(Trimethylsilyl)phenylboronic acid;(4-(Trimethylsilyl)phenyl)boronic acid;[4-(trimethylsilyl)phenyl]boronic acid;4-TRIMETHYLSILYLBENZENEBORONIC ACID;(4-trimethylsilylphenyl)boronic Acid;4-(TRIMETHYLSILYL)BENZENEBORONIC ACID;Boronic acid, [4-(trimethylsilyl)phenyl]-;MFCD00093348;Boronic acid, B-[4-(trimethylsilyl)phenyl]-;(4-(Trimethylsilyl)phenyl)boronicacid;SCHEMBL1103785;DTXSID60274326;4-trimethylsilyl-phenylboronic acid;4-(Trimethylsilyl)phenylboranic acid;4-Trimethylsilyl phenyl boronic acid;BBL100557;STL554351;4-(trimethylsilyl)phenyl boronic acid;AKOS004119222;AB03337;AM80888;CS-W001042;s20001;B-[4-(Trimethylsilyl)phenyl]boronic acid;DS-14798;SY031638;FT-0637615;T2664;EN300-714512;4-(Trimethylsilyl)phenylboronic acid, >=95.0%;A812387;J-011390;J-516027;Z1255486786;4-(Trimethylsilyl)phenylboronic acid (contains varying amounts of anhydride)

Chemical Property of 4-Trimethylsilylphenylboronic acid

Chemical Property:

• Vapor Pressure: 0.00074mmHg at 25°C
• Melting Point: 173-178 °C(lit.)
• Boiling Point: 294.4°Cat760mmHg
• PKA: 8.42±0.10(Predicted)
• Flash Point: 131.8°C
• PSA: 40.46000
• Density: 1.01g/cm³
• LogP: -0.08840
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 194.0934364
• Heavy Atom Count: 13
• Complexity: 160

Purity/Quality:

98% ^*data from raw suppliers

4-(Trimethylsilyl)phenylboronic acid ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)[Si](C)(C)C)(O)O

Technology Process of 4-Trimethylsilylphenylboronic acid

There total 6 articles about 4-Trimethylsilylphenylboronic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

4-(trimethylsilyl)phenylboronic acid MIDA ester → (4-(trimethylsilyl)phenyl)boronic acid (17865-11-1)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; at 23 ℃; for 0.166667h;

DOI:10.1021/ol102194c

Reference yield: 85.0%

1-bromo-4-(trimethylsilyl)benzene (6999-03-7) → (4-(trimethylsilyl)phenyl)boronic acid (17865-11-1)

Guidance literature:

1-bromo-4-(trimethylsilyl)benzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1.5h; Inert atmosphere;

With Trimethyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃;

With water; In tetrahydrofuran; hexane; ethyl acetate;

Reference yield: 56.0%

chloro-trimethyl-silane (75-77-4) + Triisopropyl borate (5419-55-6) + 1.4-dibromobenzene (106-37-6) → (4-(trimethylsilyl)phenyl)boronic acid (17865-11-1)

Guidance literature:

1.4-dibromobenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h; Inert atmosphere;

chloro-trimethyl-silane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 0.333333h; Inert atmosphere;

Triisopropyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1002/anie.201800396

upstream raw materials:

1-bromo-4-(trimethylsilyl)benzene

chloro-trimethyl-silane

1.4-dibromobenzene

Triisopropyl borate

Downstream raw materials:

(4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl)trimethylsilane

2,2'-bis(4''-trimethylsilylphenyl)-4,4',5,5'-tetramethylbiphenyl

1,2-bis(4'-(trimethylsilyl)-[1,1'-biphenyl]-4-yl)ethyne

1,4-bis(4-tert-butylphenyl)-2,3-bis(4-dodecylphenyl)-5,6-bis[4-(trimethylsilyl)biphenyl]benzene